Z-SER(BZL)-OH Chemical Properties

Boiling point:

537.1±50.0 °C(Predicted)

Density 

1.253±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

Powder

pka

3.51±0.10(Predicted)

color 

White to off-white

optical activity

Consistent with structure

Water Solubility 

Slightly soluble in water.

CAS DataBase Reference

20806-43-3(CAS DataBase Reference)

Z-SER(BZL)-OH Usage And Synthesis

Uses

Cbz-Ser(Bzl)-OH is used in preparation of Aminoamide derivatives as anticancer agents.

Synthesis

At room temperature, O-benzyl-L-serine (25.0 g, 128 mmol) was dissolved in a mixed solvent of water (200 mL) and dioxane (100 mL) and sodium carbonate (7.46 g, 70 mmol) was added. Subsequently, a solution of dibenzyl dicarbonate (36.1 g, 126 mmol) in dioxane (100 mL) was slowly added dropwise and the reaction mixture was stirred at room temperature for 18 hours. Upon completion of the reaction, the dioxane was removed by vacuum evaporation and the remaining aqueous phase was extracted with ether. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under vacuum to give the crude product N-benzyloxycarbonyl-O-benzyl-L-serine (39.57 g, 95% yield) as a white solid, which was finally purified by washing with hexane.

References

[1] Liebigs Annalen der Chemie, 1994, # 6, p. 641 - 644
[2] Patent: US5030654, 1991, A
[3] Patent: EP274234, 1991, B1

Z-SER(BZL)-OH(20806-43-3)Related Product Information

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